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Chemical Compound Review

Dimedone     5,5-dimethylcyclohexane-1,3- dione

Synonyms: Dimedon, Methone, Methon, Medon, Cyclomethone, ...
 
 
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Disease relevance of Dimedon

  • Sorbistin A1 (1b) and sorbistin B (1a), bioactive components of a new type of aminoglycoside antibiotic produced by a strain of Pseudomonas species, have been converted into a key intermediate 3 by blocking of the 1- and 4-amino groups of sorbistins with dimedone and subsequent deacylation of the 4'-N-acyl group [1].
 

High impact information on Dimedon

  • In vitro, the recombinant enzyme was activated upon treatment with H2O2 and the activated, but not the native enzyme, formed a covalent adduct with the sulfenic acid-specific reagent dimedone [2].
  • A liquid chromatography-mass spectrometry method for the determination of aliphatic aldehydes after derivatization with acetylacetone or dimedone by means of the Hantzsch reaction is presented [3].
  • However, when periodic acid treatment was omitted, or when sections were incubated with dimedone both before and after periodate oxidation, only melanin granules and the cytoplasm of fibroblasts were stained [4].
  • Simple determination of formaldehyde in dimedone adduct form in biological samples by high performance liquid chromatography [5].
  • In the Netherlands dwarf rabbit and the guinea pig, a maximal preservation of dimedone PAS-stainable, saliva-digestible glycogen is achieved, without signs of polarization of glycogen, in many neuronal and neuroglial cells occupying either brain stem nuclei or occasionally narrow perivascular zones [6].
 

Analytical, diagnostic and therapeutic context of Dimedon

  • The occurrence of HCHO (captured as its dimedone adduct) and some of its potential generators was demonstrated in the hard tissues of healthy and pathological human teeth by means of OPLC, HPLC and MS analyses [7].
  • Urine elimination of the generated formaldehyde was determined using thin-layer chromatography after derivatization with dimedone [8].

References

  1. Chemical modification of sorbistin. I. N-acyl analogs of sorbistin. Naito, T., Nakagawa, S., Narita, Y., Kawaguchi, H. J. Antibiot. (1976) [Pubmed]
  2. Redox activation of aldose reductase in the ischemic heart. Kaiserova, K., Srivastava, S., Hoetker, J.D., Awe, S.O., Tang, X.L., Cai, J., Bhatnagar, A. J. Biol. Chem. (2006) [Pubmed]
  3. Liquid chromatography-mass spectrometry method for the determination of aldehydes derivatized by the Hantzsch reaction. Zurek, G., Karst, U. Journal of chromatography. A. (1999) [Pubmed]
  4. Periodate-labile structures at the normal human cutaneous basement membrane zone. Nanchahal, J., Riches, D.J. Br. J. Dermatol. (1983) [Pubmed]
  5. Simple determination of formaldehyde in dimedone adduct form in biological samples by high performance liquid chromatography. Sárdi, E., Tyihák, E. Biomed. Chromatogr. (1994) [Pubmed]
  6. Factors restricting maximal preservation of neuronal glycogen after perfusion fixation with dimethyl sulfoxide and iodoacetic acid in Bouin's solution. Histochemical observations in the brain of the Netherlands dwarf rabbit. Cammermeyer, J., Fenton, I.M. Histochemistry (1982) [Pubmed]
  7. HPLC-OPLC-MS investigation of change of formaldehyde and its generators in human teeth of different physiological stage. Rózyło, T.K., Siembida, R., Nemeth, Z.I., Albert, L., Tyihak, E. Biomed. Chromatogr. (2000) [Pubmed]
  8. Formaldehyde generation by N-demethylation. Kalász, H., Báthori, M., Tyihák, E. Acta. Biol. Hung. (1998) [Pubmed]
 
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